Caribbean Trip Itineraries

Few places offer the lavish luxuries of Nassau. From glittering casinos to exclusive hotels, mega-resorts to super-yachts, Nassau is where the well-heeled and high-rolling go to let loose. Mingle with celebrities, royalty and the impossibly wealthy for three extravagant, beach-set days. You'll cruise the crystal waters, golf the green courses, dine on the decadent offerings of Nassau's finest restaurants. You'll visit casinos and white-sand beaches, sip cocktails at gentlemen's clubs and lounge poolside. And enjoy more than one ocean-view dinner. It's not easy, but someone's gotta do it.
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There are a number of cheap and free things that you can do in Jamaica if you know how to avoid tourist traps. Like taking route instead of charter taxis, finding the free beaches and making the most of places with free entry/entertainment, staying in hotels that are not all-inclusive. Who says you can't have just as much fun?
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A place for fine weather, Caribbean rhythms, rum cocktails, and a mix of diverse traditions, Barbados knows how to show visitors a good time when it wants to – starting with a good meal in a laidback, entertaining environment. To point you in the right direction, we’ve compiled a list of our top 10 picks for fun restaurants in Barbados. Consider: Surfside Restaurant for casual eating, cocktails on the beach, and live steel band music (though you can also eat indoors in the open-air dining room if you want to); Tam’s Wok for Hunan and Chinese food with a group (we recommend trying to come on the regularly scheduled karaoke nights); Barbeque Barn for Caribbean-style meat, fish, and sides in a casual environment and with video games for the kids; and McBride’s Pub & Cookhouse for international-style food, Irish-style fun (and of course Irish coffee), live music, and a pool table.
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Experience the best cuisine Puerto Rico has to offer without maxing out your credit cards with our top 10 cheap restaurants in Puerto Rico guide. Al Dente offers exquisite Italian cuisine in a lovely setting at affordable prices. Make sure to experience scallops on a bed of spinach or the well seasoned calamari. El Jibarito is a casual dining venue located on a quiet residential street in Old San Juan. We prefer this local institution's favorites such as mofongo and mariscos. Metropol is noteworthy for having some of the best Cuban-Caribbean fare on the island. The wait staff is attentive and knowledgeable and our favorites include the sinfully decadent dessert menu and wine list. Lupi's Mexican Grill and Sports Cantina is the perfect place to watch the game or listen to live music while you savor their delectable Tex-Mex fare. Other dishes include sandwiches, soups, salads, and steaks for those who yearn for food from back home.
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Puerto Ricans enjoy good food, but better yet they enjoy a good atmosphere to spent hours in conversation. Around the island, there's a place for you to enjoy this same tradition of eating and talking with a great view or a really good beer while savoring local dishes. Rent a car and make it a mission to visit most spots on this list. From San Juan to Guánica, Mayaguez to Fajardo, get ready for a gastronomic adventure.
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The nightlife is every bit as hot as the afternoon sun in the Caribbean, and our top 10 nightlife in Puerto Rico guide will allow you to experience the best the island has to offer. The first Tuesday of the month means its time for Gallery Nights in Old San Juan. This rollicking event brings out a diverse crowd for a night of art gazing, strolling, and people-watching. The Parrot Club is a hotspot in the trendy San Juan neighborhood of South Fortaleza Street. Nuevo Latino cuisine is the order of the day here and we highly recommend the deep fried chicharrones over a delicious bed of fresh Caesar salad. A full bar is available to help wash down your meal. Nono's boasts a hip atmosphere and crowd in a colonial-style building overlooking historic San Juan Square. Check out the 2nd floor if you'd like to play a game of pool or other bar games.
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We all know what it’s like to have a finite budget. Jamaica is great for budget travel. Good, safe, cheap food abounds and the cheap accommodation is much better than you would get in a European 4 or 5 star hotel, for a mere fraction of the price.
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Puerto Rico is the perfect place to start or rekindle a romance and our top 10 romantic things-to-do in Puerto Rico gives you the heads-up on our expert choices. Take a trip off the mainland of Puerto Rico with a one or two day excursion to Culebra. This sleepy Caribbean island has pristine beaches and clear blue waters ideal for snorkeling, swimming, and a relaxing stroll on the beach. One of the best beaches on the island of Puerto Rico is located at Ocean Park. White sand and clear, calm waters make this the preferred beach of the locals and many tourists. The winds here make this the perfect locale for kite surfing and it is one of the best spots on the island for people watching. Take a tour of San Juan Cathedral and pay a visit to the beautiful Botanical Gardens to get a taste of the tropical flora and fauna found here on the island.
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